KR100689910B1 - Non-Aqueous Suspension Concentrate - Google Patents

Abstract

The present invention relates to (a) 50 to 400 g / L of at least one active compound for crop protection, (b) 50 to 700 g / L of one or more adjuvants, (c) 75 to 500 g / L of one or more organic solvents, and (d) A ratio comprising at least one dispersant selected from 5 to 150 g / L of at least one nonionic dispersant and (e) at most 150 g / L of at least one anionic dispersant, and in some cases at least 100 g / L It relates to aqueous, stable suspension concentrates and to pesticide use of these suspensions.

Pesticides, pest control, non-aqueous suspension concentrates, nonionic dispersants, anionic dispersants

Description

Non-Aqueous Suspension Concentrate

The present invention relates to non-aqueous, stable suspension concentrates (SC) for crop protection active compounds, methods of making such suspensions, and their use for controlling diseases.

Inert ingredients should generally be used to make crop-protecting active compounds, such as fungicides, ready for use by the user or after dilution with water. Correctly selecting a suitable inert ingredient for formulation, such as a carrier, often determines to a considerable extent whether, in use, the efficacy of the active ingredient is fully exhibited. Not all active ingredients are suitable for use in any given formulation because both the potency and physicochemical stability of the active ingredient may be affected by the other ingredients in the formulation.

The efficacy of the active ingredient can often be improved by the addition of other ingredients. It is also observed that the efficacy of the combination of components is significantly higher than expected from the amount of the individual components used (synergistic effect). An adjuvant herein is defined as a substance which, by itself, does not exhibit significant biological activity, but which can increase the biological activity of the active ingredient. Adjuvants may be included in the formulation, or may be added separately (eg in a spray tank) with the formulation comprising the active ingredient.

In order for the end user to handle the adjuvant easily and safely, use it in an appropriate amount, and to avoid unnecessary packaging material, it is desirable to develop concentrated formulations already containing the adjuvant.

WO 95/01722 discloses an aqueous pesticide formulation comprising a nonionic dispersant, anionic dispersant, and a wetting agent selected from polyalkoxylated fatty alcohols, selected from block polymers having a polyoxypropylene core. However, it is not mentioned that the humectant increases the activity of the pesticide. In addition, non-aqueous suspension concentrates have not been disclosed.

Summary of the Invention

The present invention

(a) 50 to 400 g / L of one or more active compounds for crop protection,

(b) 50 to 700 g / L of one or more adjuvants,

(c) 75 to 500 g / L of one or more organic solvents, and

at least one dispersant selected from the group consisting of (d) 5 to 150 g / L of at least one nonionic dispersant and (e) 5 to 150 g / L of at least one anionic dispersant;

In some cases, it relates to a non-aqueous stable suspension concentrate (SC) comprising up to 100 g / L of one or more thickeners.

Another aspect of the invention

(Iii) optionally air milling component (a) in the presence of component (e) and / or milling aids such as kaolin or silica, and

(Ii) a process for preparing the suspension concentrate as described above, comprising mixing all components (a) to (c), (d) and / or (e) and optionally (f) in a dissolver. It is about.

The present invention also relates to a method for controlling a disease at a particular site, which comprises diluting the SC of the present invention with water and treating the effective amount of the diluted agent at that site.

Detailed Description of the Preferred Embodiments

Surprisingly, to the present invention, at least one organic solvent (c), at least one nonionic dispersant (d) and / or at least one anionic dispersant together with at least one active ingredient for protecting crops (a) and at least one auxiliary (b) It has been found that stable non-aqueous suspension concentrates can be prepared comprising (e) and optionally one or more thickeners (f).

It has also been surprisingly found that the biological activity of the active ingredient (a) can be increased by including the adjuvant (b) at the time of spray dilution or directly in the formulation. In the formulations of the invention adjuvant (b) is incorporated into a concentrated formulation.

The term pest herein includes, but is not limited to, plant pathogens, insects, weeds.

In principle, all crop protection active compounds can be used in the non-aqueous concentrated suspensions of the invention. Active compounds for solid crop protection are preferred.

Preferably, the active compound for protecting the solid crop is dissolved in less than or equal to the organic solvent (c). It is preferable that the solubility in the solvent (c) is 10 g / L, in particular 5 g / L or less.

The compositions of the present invention are suitable for use as fertilizers or agents containing trace elements or other agents affecting plant growth, or selective herbicides, insecticides, fungicides, bactericides, nematicides, acaricides, mollusks, and insecticides. , Virus killing agents, compounds that induce resistance in plants, biological combatant agents (eg, viruses, bacteria, nematodes, fungi, and other microorganisms), algae and animal repellents, and plant growth regulators or mixtures of these substances It may be applied to a plant or its environment with additional active substances such as

Active ingredients provided in the form of non-aqueous SC preparations of the present invention include all biologically active compounds suitable for plant protection, preferably fungicides, herbicides, insecticides, fungicides, nematicides and repellents, in particular fungicides and the like. . Active ingredients which are solid at room temperature are preferred, and those having a melting point of at least 50 ° C are particularly preferred.

Mixtures of different biologically active compounds may have a broader activity spectrum than when a single compound alone. In addition, these may have a synergistic effect. In a preferred embodiment, the formulations of the invention comprise a mixture of active ingredients, one of which can be dissolved in the continuous phase of the SC preparations of the invention.

Preferred fungicides used in the compositions of the present invention are commercially available compounds selected from the group consisting of the following compounds.

Anilazine, Azoxystrobin, Benalaxil, Benomil, Binapacryl, Viteranol, Blastisidin S, Bordeaux Mixture, Bromuconazole, Buprimate, Captapol, Captan Carbendazim, Carboxin , Copper-containing compounds such as carpropamide, chlorbenzthiazone, chlorothalonil, clozolinate, copper oxychloride and copper sulfate, cycloheximide, cynoxanyl, sipofuram, ciproconazole, ciprodinyl, di Clofluanide, Diclone, Dichloran, Diclobutrazole, Diclocimet, Diclomezine, Dietofencarb, Difenokazole, Diflumethorim, Dimethymolol, Dimethomorph, Di Nicoazole, dinocap, dietalfoss, dithianon, dodemorph, dodine, edifeneforce, epoxyconazole, etaconazole, etirimole, ethriazole, pamoxadon, phenanyl, phenamidone, phenari Mole, Penbuconazole, Penfuram, Penhexamide, Penpiclonyl, Pen Lopidine, fenpropormorph, fentin, fentin acetate, fentin hydroxide, perimzone, fluazinam, fludioxonil, flumetober, fluquinconazole, flusilazole, flusulfamid, flutolanyl , Flutriafol, polpet, pocetyl-aluminum, fuberidazole, furalacyl, furamepyr, guazatin, hexaconazole, imazalyl, iminotadine, ipconazole, iprodione, isoprothiolane, if Lovalicarb, kasugamycin, chitazine blood, cresoxime-methyl, mancozeb, maneb, mepanipyrim, mepronyl, metallaxyl, meconazole, metfuroxam, MON 65500, myclobutanyl, Neoazozin, nickel dimethyldithiocarbamate, nitrotalisopropyl, noarimol, opuras, organic mercury compounds, oxadixyl, oxycarboxycin, fenconazole, pensicuron, phenazine oxide, phthalide, Polyoxine di, polyram, probenazole, prochloraz, procidione, propa Carb, Propiconazole, Propyneb, Pyrazophos, Pyrrofenox, Pyrmetanyl, Pyroquilon, Pyroxyfur, Quinomethionate, Quinoxifen, Quintogen, Spiroxamine, SSF-126, SSF -129, streptomycin, sulfur, tebuconazole, teclophthalam, technazen, tetraconazole, thibendazole, tifluzamide, thiophanate-methyl, thiram, tollclophosphmethyl, tolylufluoride, Triadimefon, Triadimenol, Triazbutyl, Triazoxide, Tricyclazole, Tridemorph, Triflumizol, Triporin, Triticazole, Validamycin A, Vinclozoline, XRD-563, Zylamide , Jeanne, and Bored.

In addition, the formulations of the present invention may comprise one or more biological control agents of viruses, bacteria, nematodes, fungi and other microbial classes suitable for combating diseases of insects, weeds or plants or for inducing host resistance in plants. It may include. Examples of such biocontrol agents include Bacillus thuringiensis , Verticillium lecanii , Autographica californica NPV , Beauvaria bassiana , Cancer Ampelomyces quisqualis , Bacilis subtilis , Pseudomonas fluorescens , Steptomyces griseoviridis and Trichoderma harzian .

In addition, the formulations of the present invention may contain one or more chemical agents that cause systemic acquired resistance in plants, such as nicotinic acid or derivatives thereof, 2,2-dichloro-3,3-dimethyl-cyclopropylcarboxylic acid or nonionic ( BION).

Preference is also given to derivatives of the triazolopyrimidines, for example those disclosed in European Patent Application Publications EP 0 071 792 and EP-A-0 550 113, in particular compositions comprising the compounds of formula (I).

Where

R ¹ and R ² independently of one another represent hydrogen or an optionally substituted alkyl, alkenyl, alkynyl, alkadienyl, haloalkyl, aryl, heteroaryl, cycloalkyl, bicycloalkyl or heterocyclyl group or

R ¹ and R ² represent heterocyclic rings which may be optionally substituted with adjacent nitrogen atoms.

R ³ represents a halogen atom or an alkyl or alkoxyl group,

n is an integer from 0 to 5

Hal represents a halogen atom.

More preferred compounds of formula I are 6-membered heterocyclic rings, in particular 4-methylpiperid- ¹ -yl, wherein R ¹ and R ² may be optionally substituted with adjacent nitrogen atoms or R ¹ is C _1-6 Alkyl, C _1-6 haloalkyl (particularly C _2-6 fluoroalkyl), or C _3-8 cycloalkyl group and R ² is a hydrogen atom or a C _1-6 alkyl group,

이

(여기서 L¹은 할로겐 원자, 바람직하게는 불소 또는 염소를 나타내고 L² 및 L³는 서로 독립적으로, 수소 원자 또는 할로겐 원자, 바람직하게는 불소를 나타냄)이고(이거나),

this

(Wherein L ¹ represents a halogen atom, preferably fluorine or chlorine and L ² and L ³ independently of one another represent a hydrogen atom or a halogen atom, preferably fluorine), or

Hal is the chlorine atom.

Most preferred compounds of formula I show that R ¹ represents a C _2-5 fluoroalkyl group, in particular a 2,2,2-trifluoroethyl or 1,1,1-trifluoroprop-2-yl group and R ² is hydrogen It represents an atom.

Another group of preferred fungicidal compounds is benzoylbenzene as disclosed in European Patent Application Publication EP-A-0 727 141 and the like.

Preferred herbicides include commercially available compounds selected from the group consisting of the following compounds.

2,4-D, 2,4-DB, 2,4-DP, acetochlor, asifluorophene, alachlor, alkoxydim, amethridion, amidosulfuron, asulam, atrazine, azisulsulfuron, ben Furacetate, bensulfuron, bentazone, bifenox, bromobutide, bromoxynil, butachlor, carfenstrol, carfentrazone, chloridazone, chlorimuron, chlorprofam, chlorsulfuron, chlortol Luron, Cynmethyline, Cinosulfuron, Clomazone, Clopyralide, Cyanazine, Cycloate, Cyclosulfamuron, Cycloxyldim, Dimuron, Desmedipham, Di-Metazone, Dicamba, Diclobenyl , Diclopop, diflufenican, dimethenamid, dithiopyr, diuron, eftam, esprocarb, ethiozin, phenoxaprop, frramprop-M-isopropyl, frramprop-M-methyl Fluazipap, Fluomethuron, Fluoroglycopene, Flulidone, Fluoxypyr, Flutamone, Flutiamide, Pomesafen, Glufosinine , Glyphosate, halosafen, halooxypop, hexazinone, imacametabenz, imazamethapir, imazamox, imazaphyr, imazaquin, imazetapyr, oxynyl, isoproturon, isox Saben, isoxaplutol, lactofen, MCPA, MCPP, mefenacet, metabenzthiazuron, metamitrone, metazachlor, methyldimron, metolachlor, metribuzin, metsulfuron, mollinate, nico Sulfuron, norflurazon, oryzaline, oxadiargyl, oxasulfuron, oxyfluorfen, pendimethalin, picloram, pyretilachlor, propachlor, propanyl, prosulfocarb, pyrazosulfuron , Pyridate, quinmerac, quinclolac, quizolopopetyl, cetoxydim, cymetrine, sulcotrione, sulfentrazone, sulfosate, terbutrin, terbutylazine, thiamethuron, thifensulfuron , Thiobencarb, trakcockdim, trialate, triasulfuron, tribenuron, triclopyr , Trituralin.

More preferred are derivatives of aryloxypicolinamides disclosed in European Patent Application Publication No. EP-A-0 447 004 and the like, in particular N- (4-fluorophenyl) 6- (3-, wherein the proposed generic name is picolinaphene. Trifluoromethylphenoxy) -pyrid-2-ylcarboxamide.

Examples of pesticidal compounds include alpha-cypermethrin, benfuracarb, BPMC, buprofezin, carbosulphan, cartope, chlorfenbinfos, chlorpyriphos-methyl, cycloprotrin, cipermethrin, es Fenovalate, etofenprox, phenpropatrine, flucitrinate, flufenoxuron, hydrmethylnon, imidacloprid, isoxation, MEP, MPP, nitenpyram, PAP, fermethrin, propaphos , Pymetrozine, silafluorene, tebufenozide, teflubenzuron, temefos, terbufos, tetrachlorbinfos and triamate.

The non-aqueous SC of the present invention comprises 50 to 400 g / L, preferably 75 to 250 g / L, more preferably 80 to 200 g / L, of at least one active compound for crop protection.

Adjuvants (b) are preferably liquid polyalkoxylated aliphatic alcohols or amines. The adjuvant is an alkylene oxide having 9 to 24 carbon atoms, preferably 12 to 22 carbon atoms, particularly preferably 14 to 20 fatty alcohols or amines having 2 to 6 carbon atoms, preferably 2 to 3 carbon atoms. In particular, it can be obtained by alkoxylation using a mixture of ethylene oxide and propylene oxide. The aliphatic portions of the fatty alcohols and amines may be straight or branched chain. Preferably the compounds correspond to mixed random or block oligomers of the formula

H _{2n + 1} C _n -X [(CH ₂ CH ₂ O) _x (CH ₂ CH (CH ₃ ) O) _y H] _z

Where

X is oxygen or nitrogen

z is 1 when X is oxygen or 2 when X is nitrogen

Given indices are on average:

n is an integer from 9 to 20, in particular from 15 to 19,

x is an integer from 1 to 8, in particular from 2 to 6

y is an integer from 6 to 12, in particular from 7 to 10.

Particularly preferred in the practice of the present invention are polyalkoxylated aliphatic alcohols or amines which are liquid at temperatures of at least 20 ° C. and have a viscosity of 30 to 100 mPa · s, in particular 50 to 80 mPa · s at 25 ° C. Trademarks Plurafac® LF (Tensid-Chemie, Koeln / BASF AG, Ludwigshafen) and certain ATPLUS® classes (ICI Surfactants, Eversberg), in particular Plurafac ( LF 224, Plurafac (registered trademark) LF 403, Plurafac (registered trademark) LF 700 and Plurafac (registered trademark) LF 1300, ATPLUS (registered trademark) ) Commercially available as 245 or SCS4774 (ICI Surfactants) has proven particularly advantageous.

In another preferred embodiment of the invention, the adjuvant (b) is preferably polyoxyalkylene triglycerides. This adjuvant is obtained by alkoxylating triglycerides, in particular with ethylene oxide, to produce a mixture of compounds having 1 to 3 glyceride side chains having 9 to 24, preferably 12 to 22, particularly preferably 14 to 20 carbon atoms. You can get it. The aliphatic portion of triglycerides may be straight or branched. These compounds are preferably mixed oligomers produced by alkoxylation of castor oil or canola oil.

Particularly preferred adjuvants (b) are ethoxylated castor oils such as Ukanil® 2507 or alkoxylated canola oils such as Henkel KGaA sold by ICI Suspectants. Emulsion commercially available (EMULGIN) CO3522.

The non-aqueous SC of the present invention comprises 50 to 700 g / L, preferably 200 to 600 g / L, more preferably 300 to 500 g / L, of one or more adjuvants (b).

In a particularly preferred embodiment of the invention the adjuvant (b) comprises at least two different alkoxylated derivatives, one of which is an alkoxylated triglyceride, in particular an ethoxylated triglyceride. The non-aqueous SC of the present invention preferably contains one or more alkoxylated triglycerides from 5 to 150 g / L, more preferably from 20 to 100 g / L, particularly preferably from 40 to 75 g / L and at least one alkoxylated alcohol. Or 45-550 g / L amine.

 The efficacy of the fungicidal triazolopyrimidines of formula (I) can be increased by adding adjuvant (b).

In a particularly preferred embodiment, the triazolopyrimidine of formula I is 5-chloro-6- (2-chloro-6-fluorophenyl) -7- (2,2,2-trifluoroethylamino)-[1 , 2,4] triazolo [1,5- a ] pyrimidine (Compound IA), or 5-chloro-6- (2,4,6-trifluorophenyl) -7- (1,1,1- Trifluoroprop-1-ylamino)-[1,2,4] triazolo [1,5- a ] pyrimidine (Compound IB).

Suitable relative amounts of active ingredient (a) and adjuvant (b) according to the invention are between 1: 1 and 1: 100, preferably between 1: 1 and 1:10, particularly preferably 1: 2 and 1 Is between: 5. Typically, pesticidal efficacy can be increased to a higher degree by adding more adjuvant (b), as can be seen from the experimental results below.

In many applications, the recommended dose of the active compound (a) for plant protection is known, but the efficacy can be increased according to the invention. The addition of the adjuvant of the present invention (depending on the active ingredient, adjuvant and their amount) reduces the amount of active ingredient required per hectare by more than half, thereby preventing further disease at an appropriate dose.

An important advantage of the present invention is the fast onset of activity and long lasting. This prolongs the application period of the pesticides and makes them more flexible.

The pesticide preparation of the present invention can be used for prophylactic and therapeutic purposes.

The solvent (c) is preferably a non-miscible solvent in which the solubility of the crop protection compound (a) is less than 5 g / L. It is preferably a nonpolar organic solvent selected from the group consisting of aromatic hydrocarbons, aliphatic hydrocarbons, alkyl lactates, glycols and vegetable oil esters or mixtures thereof. Preferred aromatic hydrocarbons are, for example, substituted naphthalenes, toluene, xylenes, such as Solvesso® 200 (Deutsche Exxon Chemicals), or Shellsol® A (Deutsche Shell AG), Preferred aliphatic hydrocarbons are, for example, paraffin, cyclohexane, such as Isopar® H (Deutsche Exxon Chemicals), or Shellsol® T (Deutsche Shell AG), and preferred vegetable The oil esters are methylated coconut oil or soybean oil esters, especially methyl caprylate, such as Witconol 1095 (Witco Corp.), with preferred alkyl lactates being ethyl lactate and 2-ethylhexyl lactate, and preferred glycols being di Alkyl diethylene glycols, in particular diethyl diethylene glycol. Mixtures of different solvents are often suitable.

The non-aqueous SC of the present invention comprises 75 to 500 g / L, preferably 100 to 450 g / L, particularly preferably 200 to 420 g / L, of at least one organic solvent.

The nonionic dispersant (d) is an ethoxylated nonionic dispersant, preferably different from the adjuvant (b), more preferably a polyethyleneoxide-polypropyleneoxide block copolymer, for example BASF AG PLURONIC® block copolymers, or polyoxyethylene fatty acids or polyoxyethylene alcohols, available from. These dispersants can be obtained by alkoxylation of fatty acids, alcohols or alkylphenols having 9 to 24, preferably 12 to 22, particularly preferably 14 to 20 carbon atoms with ethylene oxide. The aliphatic portion of the fatty alcohol may be straight or branched chain. Preferred dispersants (d) are Alkopal (ARKOPAL) type alkyl- and / or ethoxylated alkylaryls (Clariant GmbH former Hoechst AG) or GENAPOL® type (Clariant GmbH former Hoechst AG) ) Ethoxylated alkanoyl.

The non-aqueous SC of the present invention preferably comprises one or more nonionic dispersants, preferably 5 to 150 g / L, more preferably 20 to 100 g / L, particularly preferably 40 to 75 g / L. In a preferred embodiment of the invention, the SC formulation is essentially free of nonionic dispersants (d).

Anionic dispersants (e) are alkali metal sulfonates or alkaline earth metals, including highly concentrated mixtures of polar diluents such as alcohols or aromatic hydrocarbons, preferably butanol or Solveso® 200 and alkali metal sulfonates or alkaline earth metal sulfonates. It is appropriate that it is a sulfonate. This mixture preferably consists of 40 to 90% by weight of one or more alkali metal sulfonates or alkaline earth metal sulfonates and 10 to 60% by weight polar diluent. Alkaline earth metal alkylbenzene sulfonates are preferred, calcium dodecylbenzene sulfonates (eg Rhodocal® 70 / B (Rhodia former Rhone Poulenc)) or tetrapropylene benzene sulfonates (eg , Phenylsulfonat CA100 (Clariant GmbH).

The non-aqueous SC of the present invention preferably comprises one or more anionic dispersants, preferably 5 to 150 g / L, more preferably 20 to 100 g / L, particularly preferably 30 to 70 g / L.

The thickener (f) is preferably an organic clay or a hydrated silicate and is preferably a hydrated aluminum magnesium silicate or BENTONE® SD-1 or SD such as Atelgel® 50 (Engelhard Corp.). Bentonite derivatives such as -3 (Rheox, Inc. Hightstown.NJ. USA), pyrogenic silicic acids such as Car-O-Sil M5 (Cabot GmbH, Rheinfelden, Germany), THIXATROL ( Particular preference is given to polyesters or polyamines such as 289® or THIXATROL® Plus (Rheox, Inc. Hightstown, NJ, USA).

The non-aqueous SC of the present invention may comprise at least 100 g / L, preferably 10 to 100 g / L, particularly preferably 30 to 75 g / L, of one or more thickeners.

In a particularly preferred embodiment of the invention the non-aqueous SC is

(a) at least one active compound for crop protection, in particular 75-250 g / L of compound of formula I,

(b) C _9-20 alcohols or amines alkoxylated with 2 to 20 C _2-6 alkoxyl groups (especially PLURAFAC® LF 700 or ATPLUS® 245) and alkoxy 200 to 650 g / L of one or more components selected from the group consisting of silylated triglycerides (especially UKANIL® 2507),

(c) 100 to 450 g / L of one or more organic solvents selected from the group consisting of hydrocarbons, aliphatic hydrocarbons, alkyl lactates, glycols and vegetable oil esters,

(d) 0 to 50 g / L polyoxyethylene fatty acid,

(e) 20 to 100 g / L of alkali metal sulfonate or alkaline earth metal sulfonate (especially Rhodocal® 70 / B or PHENYLSULFONAT CA100),

(f) essentially from 10 to 100 g / L of one or more silicates or organic clays (especially Attagel® 50).

The components can be processed to form suspension concentrates of the invention by well-established techniques, including thorough mixing and / or milling of the active ingredients with other substances such as solvents, dispersants and auxiliaries.

The desired form of use, such as spraying, atomizing, dispersing, swelling, depends on the desired purpose and given circumstances and can be readily determined by one skilled in the art.

Suspension concentrates of the invention generally comprise 5 to 40% w / v of active ingredient, 0.5 to 30% w / v of dispersant, 0.1 to 10% w / v of suspending agent (e.g., protective colloids and Thixotropic agents), 0-10% w / v other additives (e.g., antifoams, anticorrosive agents, stabilizers, wetting agents and tackifiers), and organic liquids in which the active ingredient is substantially insoluble It is prepared to yield a product that does not precipitate and is flowable.

In a preferred embodiment, the crop protection compound (a) is air milled before further mixing of components (b) to (f).

The finished non-aqueous suspension concentrate of the present invention is stable for storage even for relatively long periods of time. On storage due to precipitation of the active ingredient, phase separation may occur, but aggregates do not form. Since the SC of the present invention may contain a large amount of one or more adjuvants together with pesticides in a single package formulation, the crop protection active compound may have the advantage of being an optimal formulation and easy to use formulation. Therefore, it is not necessary to add supplements before the end user uses them.

Aqueous dispersions and emulsions (eg, compositions obtained by diluting the SC of the invention with water) also fall within the scope of the invention.

As a commodity, it may be desirable for the composition to be in concentrated form, but the end user generally uses a diluted composition. The composition may be diluted until the concentration of the active ingredient is lowered to 0.001%. The desired dose is usually in the range of 0.01 to 10 kg a.i./ha.

To more clearly understand the present invention, certain examples are described below. These embodiments are merely illustrative and in no way limit the scope and basic principles of the invention. Various modifications of the invention in addition to those shown and described herein will become apparent to those skilled in the art from the following examples and the foregoing description. Such modifications also fall within the scope of the claims herein.

Examples of non-aqueous suspension concentrates of the present invention are described in Examples A through M below.

Ingredients Used in the Examples

name  ingredient Compound ib Fungicidal Triazolopyrimidines of Formula I Rhodocal® 70 / B (Rhodia) 70% Calcium Dodecylbenzene Sulfonate in n-butanol Ukanil® 2507 (ICI Surfactants) Ethoxylated Castor Oil Emulgin® CO3522 (Henkel) Alkoxylated Canola Oil Flurafac (registered trademark) LF 700 (BASF AG) Alkoxylated alcohols                                      SCS4774 (ICI Surfactants) Branched alkoxylated alcohols Witconol® 1095 (Witco Corp.) 95% C ₁₀ Methylated Vegetable Oil (95% Methyl Caprylate) Isopar (registered trademark) H (Exxon) Isoparaffinic mixture, distillation range 182 to 192 ° C Shellsol® T (Shell) Isoparaffinic mixture, C ₁₁ to C ₁₃ Solvesso® 200 (Exxon) Aromatic mixture, distillation range 231 to 287 ° C Atgelel® 50 (Engelhard Corp.) Hydrated Aluminum Magnesium Silicate

Example A

ingredient Volume (g) Compound ib 100 Rhodocal 70 / B 50 Ukanil 2507 50 Plurafac LF 700 480 Witconol 1095 320

<Example B>

ingredient Volume (g) Compound ib 100 Rhodocal 70 / B 50 Ukanil 2507 50 Plurafac LF 700 480 Isopar H 320

Example C

ingredient Volume (g) Compound ib 100 Rhodocal 70 / B 50 Ukanil 2507 50 Plurafac LF 700 400 Shellsol T 400

Example D

ingredient Volume (g) Compound ib 100 Rhodocal 70 / B 50 Ukanil 2507 50 Plurafac LF 700 480 Solvesso 200 320

Physicochemical Characteristics

Characteristic Example A B C D Blind Formulation Transparency Transparency Transparency Transparency In a graduated cylinder, 0.5 ml of the preparation is spray diluted with 100 ml of tap water, self-dispersion confirmed, and then reversed 30 times. Good Good Good Good Redispersibility of Active Ingredient Particles After 24 Hours of Spray Dilution Good Good Good Good Visually confirm particle generation under microscope after storing the preparation at 54 ℃ for 2 weeks No particle generation No particle generation No particle generation No particle generation

Example E

ingredient Volume (g) Compound ib 100 Rhodocal 70 / B 50 Ukanil 2507 50 Atgel 50 60 Plurafac LF 700 444 Solvesso 200 Until full 1 L

Physicochemical Characteristics

Characteristic Example E density 1.06 g / ml flash point > 70 ℃ Spray dilution of 0.5 ml SC with 100 ml of tap water in the graduated cylinder, confirm self dispersion. Good Confirmation of redispersibility of active ingredient particles after 24 hours of spray dilution Good

<Example F>

ingredient Volume (g) Compound ib 100 Rhodocal 70 / B 50 Ukanil 2507 530 Atgel 50 30 Isopar H Until full 1 L

Example G

ingredient Volume (g) Compound ib 100 Rhodocal 70 / B 50 Ukanil 2507 50 Atgel 50 30 Plurafac LF 700 480 Isopar H Until full 1 L

Example H

ingredient Volume (g) Compound ib 100 Rhodocal 70 / B 50 Ukanil 2507 50 Atgel 50 30 SCS4774 480 Isopar H Until full 1 L

Example I

ingredient Volume (g) Compound ib 100 Rhodocal 70 / B 50 Ukanil 2507 50 Atgel 50 30 Emulgin CO3522 480 Isopar H Until full 1 L

<Example J>

ingredient Volume (g) Compound ib 100 Rhodocal 70 / B 50 Ukanil 2507 530 Atgel 50 30 Witconol 1095 Until full 1 L

Example K

ingredient Volume (g) Compound ib 100 Rhodocal 70 / B 50 Ukanil 2507 530 Atgel 50 30 Ethyl Diglyme Until full 1 L

Example L

ingredient Volume (g) Compound ib 100 Rhodocal 70 / B 50 Ukanil 2507 530 Atgel 50 30 Ethyl lactate Until full 1 L

Example M

ingredient Volume (g) Compound ib 100 Rhodocal 70 / B 50 Ukanil 2507 530 Atgel 50 30 2-ethylhexyl lactic acid (2-Ethylhexyl lactate) Until full 1 L

Claims (17)

(a) from 50 to 400 g / L of the active compound for protecting one or more crops from the group of triazolopyrimidines, (b) 50 to 700 g / L of one or more auxiliaries from the group of polyalkoxylated alcohols, amines and triglycerides and the group of polyalkoxylated derivatives, (c) 75 to 500 g / L of one or more organic solvents selected from the group consisting of aromatic hydrocarbons, alkyl lactates, glycols and vegetable oil esters, or mixtures thereof, and A non-aqueous, stable suspension concentrate (SC) comprising at least one nonionic dispersant of at least 150 g / L and (e) at least one dispersant selected from the group consisting of 5 to 150 g / L of at least one anionic dispersant. The suspension concentrate according to claim 1, wherein the crop protection active compound (a) comprises at least one triazolopyrimidine of formula (I). <Formula I>

Where R ¹ and R ² independently of one another represent hydrogen or an optionally substituted alkyl, alkenyl, alkynyl, alkadienyl, haloalkyl, aryl, heteroaryl, cycloalkyl, bicycloalkyl or heterocyclyl group or R ¹ and R ² represent heterocyclic rings which may be optionally substituted with adjacent nitrogen atoms, R ³ represents a halogen atom or an alkyl or alkoxyl group, n is an integer from 0 to 5, Hal represents a halogen atom. The suspension concentrate of claim 1, wherein the adjuvant (b) comprises a compound having 2 to 20 C _2-6 alkoxyl groups. 4. The suspension concentrate of claim 3 wherein said adjuvant (b) is a mixed ethoxylate / propoxylate. delete 4. The suspension concentrate of claim 3 wherein said adjuvant (b) comprises at least two different polyalkoxylated derivatives, one of which is a polyalkoxylated triglyceride. The suspension concentrate according to claim 1, wherein the ratio of the active compound for crop protection (a) to the adjuvant (b) is between 1: 100 and 1: 1. The suspension concentrate according to claim 7, wherein said ratio is between 1:10 and 1: 1. delete The suspension concentrate of claim 1 wherein said nonionic dispersant (d) is a polyoxyethylene fatty acid. The suspension concentrate of claim 1 wherein said anionic dispersant (e) is an alkali metal sulfonate or an alkaline earth metal sulfonate. delete (Iii) air milling at least one crop protection compound (a) from 50 to 400 g / L, and (Ii) A process for preparing the suspension concentrate according to claim 1, comprising mixing components (a) to (c) and (d) or (e) or both in a dissolver. A method of controlling a disease at a particular site comprising diluting the suspension concentrate of claim 1 with water and treating the diluted formulation at that site. 10. The suspension composition of claim 1, further comprising (f) up to 100 g / L of one or more thickeners from the group of organic clays and hydrated silicates. The method of claim 13, wherein step (i) is performed in the presence of one or more anionic dispersants (e) or milling aids or both. 17. The method of claim 13 or 16, further comprising in step (ii) mixing (f) one or more thickeners from the group of organic clays and hydrated silicates.